Tetrabutylammonium Fluoride → HCID 20775650, compound

Participants

Reaction Steps

To a solution of methyl (±)-3-[4-(benzyloxycarbonyl)-1,3-oxazol-2-yl]-4-[4-(triisopropylsilyloxy)phenyl]butanoate (2.23 g, 4.04 mmole) in dry THF (20 mL) at 0° C. was added a solution of TBAF in THF (1.0 M, 6.06 mL, 6.06 mmole). After 2 hr the mixture was diluted with saturated NH4Cl (10 mL) and extracted with CH2Cl2 (3×15 mL). The combined organic layers were dried over MgSO4, filtered, and concentrated. The residue was chromatographed on silica gel (40% EtOAc/hexanes) to give the title compound (1.4 g. 88%) as an off-white foam: MS (ES) m/e 396 (M+H)+.

Provenance & Evidence